Diketene → HCID 87384595, compound

HRID 1055215Notes

Reaction equation

HRID 1055215 reaction equation
[NH2:1][CH2:2][CH2:3][CH2:4][CH2:5][OH:6].[CH2:7]=[C:8]1[O:12][C:10](=[O:11])[CH2:9]1>O1CCCC1>[OH:6][CH2:5][CH2:4][CH2:3][CH2:2][NH:1][C:10](=[O:11])[CH2:9][C:8](=[O:12])[CH3:7]

Participants

4

Reactant 2

HCID 12661DiketeneHCID 258684-Amino-1-butanol

Product 1

HCID 87384595HCID 87384595, compoundYield 87.5%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Conditions

Temperature
0 °C

Procedure

A solution of 22 ml (0.24 mol) of 4-amino-1-butanol in 50 ml tetrahydrofuran was added dropwise to a solution of 20 g of diketene (0.24 mol) in 200 ml tetrahydrofuran at −5 to 0° C. After 1 h stirring at 0° C. no more starting material was detected by thin layer chromatography. The reaction mixture was evaporated and the residue purified by column chromatography. This gave 35.43 g (0.21 mol, 86% yield) of a white solid.

Workup

  1. customThe reaction mixture was evaporated
  2. customthe residue purified by column chromatography

Sources & evidence

ORD record
ord-14258aae198f4e499c5edd56fcff6cde
Source dataset
uspto-grants-2016_07
Patent number
US09394324B2

Reaction notes

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